Hillsborough County Vacations & Trips from ￥205,762

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Top destinations in Hillsborough County

Tampa Bay featuring night scenes, a river or creek and skyline
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Tampa

The Latest Hillsborough County Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

3 out of 5
International Drive District
Price was ￥279,646, price is now ￥205,762 per person
￥205,762
per person
Mar 31 - Apr 7
found 12 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to Orlando (MCO)
7.8/10 Good! (188 reviews)
It was okay the tv connection kept going out as soon as you connect to the wifi so I couldn’t watch tv and the breakfast was eatable

Reviewed on Feb 9, 2026

Formosa Valley Resort by UNE Homes

Formosa Valley Resort by UNE Homes

4 out of 5
Price was ￥388,846, price is now ￥278,228 per person
￥278,228
per person
Mar 31 - Apr 7
found 12 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to Orlando (MCO)
9.4/10 Exceptional! (186 reviews)
The house was beautiful! I loved that there is a bathroom in every room. The environment was clean and quiet.

Reviewed on Jan 24, 2026

The Berkley, Orlando

The Berkley, Orlando

4 out of 5
Price was ￥312,000, price is now ￥224,185 per person
￥224,185
per person
Mar 31 - Apr 7
found 12 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to Orlando (MCO)
9.6/10 Exceptional! (1,974 reviews)
The rooms were spotless and the staff was incredible and their integrity was amazing. My son left his money on the dresser when we went to Disney and came back the room was spotless and all his money he brought on vacation was in the same spot.

Reviewed on Feb 10, 2026

Meliá Orlando Celebration

Meliá Orlando Celebration

4 out of 5
Price was ￥316,784, price is now ￥228,210 per person
￥228,210
per person
Mar 31 - Apr 7
found 12 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to Orlando (MCO)
8.6/10 Excellent! (1,549 reviews)
Always nice but not as good as past

Reviewed on Feb 11, 2026

Parkway International Resort

Parkway International Resort

3 out of 5
Price was ￥1,113,984, price is now ￥816,633 per person
￥816,633
per person
May 2 - May 8
found 22 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
9.6/10 Exceptional! (2,052 reviews)
I stay here every year for a week long veterinary convention. The staff is superb, the facility is spacious and clean, and the area is very convenient. I highly recommend Parkway as a home away from home when visiting the Orlando area.

Reviewed on Feb 10, 2026

Hillsborough County Hotel Deals

Ramada by Wyndham Tampa Westshore Airport South

Ramada by Wyndham Tampa Westshore Airport South

3 out of 5
1200 N Westshore Blvd Tampa FL
The price is ￥11,557 per night from Mar 8 to Mar 9
￥11,557
￥13,117 total
Mar 8 - Mar 9
includes taxes & fees
6.2/10 (3,936 reviews)
Clean, comfortable room. Staff friendly and helpful.

Reviewed on Feb 7, 2026

Ramada by Wyndham Tampa Westshore Airport South
Quality Inn Airport - Cruise Port

Quality Inn Airport - Cruise Port

2.5 out of 5
1020 S Dale Mabry Hwy Tampa FL
Fully refundableReserve now, pay when you stay
The price is ￥17,877 per night from Feb 16 to Feb 17
￥17,877
￥20,290 total
Feb 16 - Feb 17
includes taxes & fees
8/10 Very Good! (1,411 reviews)
The lady who worked the breakfast was amazing

Reviewed on Feb 5, 2026

Quality Inn Airport - Cruise Port
OASIS BAY SUITES, Tampa, Busch Gardens, USF

OASIS BAY SUITES, Tampa, Busch Gardens, USF

3 out of 5
3001 University Center Dr Tampa FL
Fully refundableReserve now, pay when you stay
The price is ￥23,654 per night from Feb 18 to Feb 19
￥23,654
￥26,848 total
Feb 18 - Feb 19
includes taxes & fees
8.4/10 Very Good! (1,771 reviews)
This hotel is just what I was looking for, very convenient for me, big, clean, comfy suite, great common area, they could do a little better with the breakfast.

Reviewed on Feb 8, 2026

OASIS BAY SUITES, Tampa, Busch Gardens, USF
See all 4,337 properties in Hillsborough County
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much does a Hillsborough County vacation package cost?
Chart your own course with our Hillsborough County vacation packages, which start from only ￥205,762. Select the hotels and flights that suit your travel style. Then, add on a few tours or experiences for an incredible escape.
How do I get a cheap travel package to Hillsborough County?
Browse and book everything in one place with our Hillsborough County vacation packages. You'll discover deals on hotels, flights and more that'll keep your credit card happy and your adventurousness alive. And, with more than 550 air carriers and 1,000,000 hotels around the globe to select from, you'll have endless opportunities to mix and match as you like.
Where should I stay in Hillsborough County?
Tampa is a great place to visit. It draws in many wanderers who come to explore its top sights, which include Raymond James Stadium and University of South Florida.
What are the top hotels in Hillsborough County?
For properties in Tampa with friendly service and cozy beds, you can't beat Hyatt Place Tampa Downtown and Seminole Hard Rock Hotel & Casino Tampa. If you're swinging by Plant City as well, you can look forward to a relaxing night's sleep at Ramada by Wyndham Tampa Westshore or Hampton Inn & Suites Tampa Airport Avion Park Westshore.
How far in advance should I book my Hillsborough County vacation?
Reserving your tickets early with Expedia means one less thing to have to worry about. A number of air carriers advertise tickets up to 12 months prior to take off. Usually, this is the cheapest time to book. If circumstances have left you booking late, discount prices to Hillsborough County sometimes become available just a few weeks before departure.
What does an Expedia Hillsborough County travel package include?
Expedia has everything you need to plan your Hillsborough County trip, but what goes into your package is your call. Pick from any combination of flights, hotels and rental cars. Looking for some activities or tours to keep you busy? Once you've made your booking, you can add them on too. Whatever your style, there's a vacation package to match your needs.
What should I know before booking a Hillsborough County travel package?
An Expedia travel package can be customized for your circumstances and is a great way to stretch your dollars further. How much you include is completely up to you. Rental cars, hotels and flights — decide on a combination that suits your style.
Can I choose my airline with a Hillsborough County Expedia vacation package?
Yes, and with over 550 airlines to choose from around the world, you've got lots of choice. Browse the available options and see which airline best suits your needs and budget.
If I'm not able to travel, can I cancel my Hillsborough County vacation package?
Certainly, and we're here to help. You may be able to cancel or amend your Hillsborough County vacation package for free if you booked in the last 24 hours. But you may incur a fee from your hotel, airline or car rental company for older bookings. If life throws you a curveball, browse our Customer Service Portal for further information.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.